HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022372Generated: October 30, 2026
Sodium Methoxide → 3-(2,5-Dimethyl-phenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one
https://huagongshe.com/reaction/1022372
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | Methyl 4-[2-(2,5-dimethyl-phenyl)acetylamino]-1-methoxy-piperidine-4-carboxylate | HCID 44603928 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(2,5-Dimethyl-phenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one | HCID 54742246 | — |
Reaction Steps
To 0.82 g of sodium methylate in 20 ml of DMF a solution of 4-[2-(2,5-dimethyl-phenyl)-acetylamino]-1-methoxy-piperidine-4-carboxylic acid methyl ester in 10 ml DMF is added at a temperature of 60° C. After stirring for 3 h at 60° C. the reaction mixture is evaporated. The residue is diluted with 10 ml water, neutralized with 10% hydrochloric acid and extracted with ethyl acetate. The organic phase is dried over sodium sulfate, filtered and evaporated to give 3-(2,5-dimethyl-phenyl)-4-hydroxy-8-methoxy-1,8-diaza-spiro[4.5]dec-3-en-2-one as a light brown resin. This material is triturated with diethyl ether/hexane, filtered and dried to afford a solid, mp: 176-177° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722578B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-fa8fd640ca37408db49ed3078be72c23 |
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| Source note | uspto-grants-2014_05 |
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